類沸石咪唑骨架材料(ZIF-90)之官能基修飾與 包覆質體DNA的探討

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顔嘉儀(Chia-I Yen) 查詢紙本館藏

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論文名稱

類沸石咪唑骨架材料(ZIF-90)之官能基修飾與包覆質體DNA的探討

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摘要(中)

本篇論文包含兩部分，第一部分延續實驗室已畢業的吳哲瑋學長之研究成果，將含有醛官能基的有機金屬骨架材料─ZIF-90─利用後修飾的方式轉換為三種分別帶有羧酸、胺基、硫醇基的不同材料，分別命名為ZIF-90-C、ZIF-90-A、ZIF-90-T。在溫和的反應條件下，修飾後的材料仍保有結晶性和孔洞性質，其中有近80%之微孔體積顯著的保留在修飾後的ZIF-90-C和ZIF-90-A材料上。而ZIF-90-A在純水中因胺基的質子化，其界達電位值提升至30 mV，表示其在水相中的分散穩定度提高，能延緩沉降聚積的速度，加上所有材料修飾前後皆保有溫和的細胞毒性，因此經過轉換官能基後能提升材料在生物方面應用的潛力。
第二部分根據實驗室在2015年成功利用ZIF-90材料包覆蛋白質的經驗，將包覆對象延伸至大分子量的核酸。本部分實驗藉由在ZIF-90水相的合成環境中加入預先混合的乙烯基吡咯烷酮（Polyvinylpyrrolidone, PVP）與質體DNA，使質體在ZIF-90晶體形成時被包覆在材料內，且其結晶性與外觀形態並沒有受影響，並初步利用電泳的方式確認核酸存在材料當中，未來仍需要實驗證實質體的包覆率及核酸序列完整性。期盼得到的複合材料能保護核酸並利用表面易於修飾等特質，有助於做為基因傳輸載體的應用。

摘要(英)

In the first part of this dissertation, the aldehyde groups of Zeolitic Imidazolate Framework-90 (ZIF-90) were converted into carboxyl, amino, and thiol groups, which were named ZIF-90-C, ZIF-90-A and ZIF-90-T respectively, confirmed by the spectrometric investigations. X-ray diffraction patterns and N2 adsorption isotherm showed that the crystallinity and porosity of the framework were not affected. Remarkably, the micropore volume in ZIF-90-C and ZIF-90-A were retained almost 80% due to the mild reaction condition and the optimal reactant equivalence. According to zeta-potential analysis, the positive charge on surface of ZIF-90-A was significantly enhanced, which implies dispersion stability in water and affinity to slightly negatively charged cell surface. In addition to the surface charge enhancement, the moderate in vitro cytotoxicity of the transformers, as reported by AlamarBlue assay on HEK293 cell line, revealed the functionalization opens a new way for ZIF-90 in bioapplications.
In the second part, on the basis of our previous publication regarding embedded enzyme in MOF crystals, the guest molecules in this study was changing from enzyme to DNA. By adding polyvinylpyrrolidone together with plasmid into the aqueous ZIF-90 synthesis condition, the plasmid could be surrounded by the ZIF-90 framework. The X-ray diffraction patterns and the Scanning Electron Microscope image indicated the crystallinity and the morphology of ZIF-90 were intact after imbedding plasmid. Additionally, agarose gel electrophoresis primarily confirmed the nucleic acid component in acid-digested DNA/ZIF-90 complex material. It is worth mentioning that loading efficiency of plasmid and integrity of the nucleotide sequence need to be further studied. The ease of functionalization for DNA/ZIF-90 complex material is expected to be a benefit to gene delivery.

關鍵字(中)

★ 機金屬骨架材料
★ 後修飾
★ ZIF-90
★ 乙烯基吡咯烷酮

關鍵字(英)

論文目次

中文摘要 I
Abstract II
致謝辭 IV
目錄 V
圖目錄 VIII
表目錄 X
Part I 1
第1章緒論 1
1.1 金屬有機骨架材料 1
1.1.1 發展 1
1.1.2 金屬有機骨架材料 2
1.1.3 類沸石咪唑骨架材料 4
1.1.4 類沸石咪唑骨架材料-90 6
1.2 研究動機與目的 7
第2章實驗 9
2.1 官能基修飾 9
2.1.1 前修飾（Pre-install functional group） 10
2.1.2 後修飾（Post-synthetic functionalization） 12
2.2 實驗藥品及設備 14
2.3 類沸石咪唑骨架材料-90的合成 16
2.4 類沸石咪唑骨架材料後修飾 16
2.4.1 羧酸/胺基/硫醇官能基化方案 16
2.4.2 反應條件探討 17
2.4.3 官能基化實驗步驟 21
2.5 材料鑑定儀器之原理與方法 23
2.5.1 X射線粉末繞射儀 23
2.5.2 場發掃描式電子顯微鏡 26
2.5.3 傅立葉轉換紅外線吸收光譜儀 28
2.5.4 固態核磁共振儀 29
2.5.5 等溫吸/脫附儀 32
2.5.6 熱重分析儀 36
2.5.7 表面電位儀 38
2.6 細胞毒性測試- AlamarBlue assay 40
2.6.1 原理 40
2.6.1 nano-ZIF-90系列的合成步驟 40
2.6.2 AlamarBlue assay步驟 41
第3章結果與討論 43
3.1 類沸石咪唑骨架材料結構之鑑定 43
3.1.1 X射線粉末繞射鑑定結果 43
3.1.2 場發掃描式電子顯微鏡鑑定結果 45
3.1.3 等溫氮氣吸/脫附儀 45
3.1.4 熱重分析儀 47
3.2 後修飾官能基化之鑑定 48
3.2.1 傅立葉轉換紅外線光譜之鑑定 49
3.2.2 固態核磁共振之鑑定 51
3.2.3 能量色散X射線分析 53
3.3 應用 53
3.3.1 表面電位之鑑定 53
3.3.2 半效應濃度之結果 54
第4章結論 58
Part II 59
第5章緒論 59
5.1 基因傳輸（Gene delivery） 59
5.2 質體（Plasmid） 59
5.3 膠囊封裝（Encapsulation） 60
5.4 動機 61
第6章實驗 63
6.1 實驗儀器與藥品 63
6.2 質體萃取 64
6.3 包覆質體的類沸石咪唑骨架材料-90合成（控制組） 66
6.4 吸附質體的類沸石咪唑骨架材料-90合成（對照組） 67
6.5 質體包覆之鑑定─核酸電泳 67
第7章結果與討論 73
7.1 類沸石咪唑骨架材料結構之鑑定 73
7.1.1 X射線粉末繞射鑑定結果 73
7.1.2 場發掃描式電子顯微鏡鑑定結果 73
7.2 質體包覆之鑑定─凝膠電泳 74
第8章未來展望 77
第9章附錄 79
9.1 等溫二氧化碳吸/脫附之結果 79
參考文獻 80

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指導教授

謝發坤

審核日期

2015-8-14

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